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Crystal structure and Hirshfeld surface analysis of a new di­thio­glycoluril: 1,4-bis­(4-meth­oxy­phen­yl)-3a-methyl­tetra­hydro­imidazo[4,5-d]imidazole-2,5(1H,3H)-di­thione

In the title di­thio­glycoluril derivative, C(19)H(20)N(4)O(3)S(2), there is a difference in the torsion angles between the thio­imidazole moiety and the meth­oxy­phenyl groups on either side of the mol­ecule [C—N—C(ar)—C(ar) = 116.9 (2) and −86.1 (3)°, respectively]. The N—C—N bond angle on one sid...

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Autores principales: Asegbeloyin, Jonnie N., Ifeanyieze, Kenechukwu J., Okpareke, Obinna C., Oyeka, Ebube E., Groutso, Tatiana V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6727056/
https://www.ncbi.nlm.nih.gov/pubmed/31523453
http://dx.doi.org/10.1107/S2056989019010764
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author Asegbeloyin, Jonnie N.
Ifeanyieze, Kenechukwu J.
Okpareke, Obinna C.
Oyeka, Ebube E.
Groutso, Tatiana V.
author_facet Asegbeloyin, Jonnie N.
Ifeanyieze, Kenechukwu J.
Okpareke, Obinna C.
Oyeka, Ebube E.
Groutso, Tatiana V.
author_sort Asegbeloyin, Jonnie N.
collection PubMed
description In the title di­thio­glycoluril derivative, C(19)H(20)N(4)O(3)S(2), there is a difference in the torsion angles between the thio­imidazole moiety and the meth­oxy­phenyl groups on either side of the mol­ecule [C—N—C(ar)—C(ar) = 116.9 (2) and −86.1 (3)°, respectively]. The N—C—N bond angle on one side of the di­thio­glycoluril moiety is slightly smaller compared to that on the opposite side, [110.9 (2)° cf. 112.0 (2)°], probably as a result of the steric effect of the methyl group. In the crystal, N—H⋯S hydrogen bonds link adjacent mol­ecules to form chains propagating along the c-axis direction. The chains are linked by C—H⋯S hydrogen bonds, forming layers parallel to the bc plane. The layers are then linked by C—H⋯π inter­actions, leading to the formation of a three-dimensional supra­molecular network. Hirshfeld surface analysis and two-dimensional fingerprint plots were used to investigate the mol­ecular inter­actions in the crystal.
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spelling pubmed-67270562019-09-13 Crystal structure and Hirshfeld surface analysis of a new di­thio­glycoluril: 1,4-bis­(4-meth­oxy­phen­yl)-3a-methyl­tetra­hydro­imidazo[4,5-d]imidazole-2,5(1H,3H)-di­thione Asegbeloyin, Jonnie N. Ifeanyieze, Kenechukwu J. Okpareke, Obinna C. Oyeka, Ebube E. Groutso, Tatiana V. Acta Crystallogr E Crystallogr Commun Research Communications In the title di­thio­glycoluril derivative, C(19)H(20)N(4)O(3)S(2), there is a difference in the torsion angles between the thio­imidazole moiety and the meth­oxy­phenyl groups on either side of the mol­ecule [C—N—C(ar)—C(ar) = 116.9 (2) and −86.1 (3)°, respectively]. The N—C—N bond angle on one side of the di­thio­glycoluril moiety is slightly smaller compared to that on the opposite side, [110.9 (2)° cf. 112.0 (2)°], probably as a result of the steric effect of the methyl group. In the crystal, N—H⋯S hydrogen bonds link adjacent mol­ecules to form chains propagating along the c-axis direction. The chains are linked by C—H⋯S hydrogen bonds, forming layers parallel to the bc plane. The layers are then linked by C—H⋯π inter­actions, leading to the formation of a three-dimensional supra­molecular network. Hirshfeld surface analysis and two-dimensional fingerprint plots were used to investigate the mol­ecular inter­actions in the crystal. International Union of Crystallography 2019-08-06 /pmc/articles/PMC6727056/ /pubmed/31523453 http://dx.doi.org/10.1107/S2056989019010764 Text en © Asegbeloyin et al. 2019 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Asegbeloyin, Jonnie N.
Ifeanyieze, Kenechukwu J.
Okpareke, Obinna C.
Oyeka, Ebube E.
Groutso, Tatiana V.
Crystal structure and Hirshfeld surface analysis of a new di­thio­glycoluril: 1,4-bis­(4-meth­oxy­phen­yl)-3a-methyl­tetra­hydro­imidazo[4,5-d]imidazole-2,5(1H,3H)-di­thione
title Crystal structure and Hirshfeld surface analysis of a new di­thio­glycoluril: 1,4-bis­(4-meth­oxy­phen­yl)-3a-methyl­tetra­hydro­imidazo[4,5-d]imidazole-2,5(1H,3H)-di­thione
title_full Crystal structure and Hirshfeld surface analysis of a new di­thio­glycoluril: 1,4-bis­(4-meth­oxy­phen­yl)-3a-methyl­tetra­hydro­imidazo[4,5-d]imidazole-2,5(1H,3H)-di­thione
title_fullStr Crystal structure and Hirshfeld surface analysis of a new di­thio­glycoluril: 1,4-bis­(4-meth­oxy­phen­yl)-3a-methyl­tetra­hydro­imidazo[4,5-d]imidazole-2,5(1H,3H)-di­thione
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of a new di­thio­glycoluril: 1,4-bis­(4-meth­oxy­phen­yl)-3a-methyl­tetra­hydro­imidazo[4,5-d]imidazole-2,5(1H,3H)-di­thione
title_short Crystal structure and Hirshfeld surface analysis of a new di­thio­glycoluril: 1,4-bis­(4-meth­oxy­phen­yl)-3a-methyl­tetra­hydro­imidazo[4,5-d]imidazole-2,5(1H,3H)-di­thione
title_sort crystal structure and hirshfeld surface analysis of a new di­thio­glycoluril: 1,4-bis­(4-meth­oxy­phen­yl)-3a-methyl­tetra­hydro­imidazo[4,5-d]imidazole-2,5(1h,3h)-di­thione
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6727056/
https://www.ncbi.nlm.nih.gov/pubmed/31523453
http://dx.doi.org/10.1107/S2056989019010764
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